Key West Sunset Sail on Schooner Yacht
from
$112
Key West
FL
1-70
people
price for
1 participant
2
hours
  • • Enjoy Waterside Views of Fort Zachary Taylor
  • • Sip on a Complementary Beverage As You Sail
  • • See the Key West's "Green Flash" at Sunset
or

Why We Love This Unique Experience

Key West Experience Gifts:  A romantic two hour sailing trip at sunset in the beautiful turquoise waters of Key West, what's not to love? The wind in your hair, a drink in your hand and the amazing seaside views of Sand Key Lighthouse, Sunset Pier and Mallory Square in your sights are all in store for this aquatic  adventure. Whether this is your first trip to the Florida Keys or you call the southernmost city in the continental US home, this sunset sailing experience gift is the perfect way to spend time out on the water with someone special. 

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Experience Overview:

Key West Sunset Sail On Schooner Yacht

Key Points About This Tour:

  • 2-hour romantic sailing excursion on Schooner America 2.0
  • Includes complimentary beer, wine, champagne, and soft drinks
  • Bring your own snacks!
  • Enjoy the iconic Key West sunset on a premiere sailing vessel

Enjoy your romantic sunset sail aboard Key West's most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0.

Take in the vibrant colors of Key West's famous sunset as you sip champagne and glide through the crystal clear surrounding waters of the beautiful Florida Keys.

This two-hour sunset sail features complimentary champagne, wine, beer, soft drinks, and water.

Schooner America 2.0 is a state of the art vessel built in 2011. She features teak decks, mahogany-trimmings, and 3600 square feet of canvas! Sit back and relax while she plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West Sunset experience!

Some of the sights on this two hour sailing adventure include:

  • A waterside view of Fort Zachary Taylor
  • The famed Sand Key Lighthouse, Mallory Square, and Sunset Pier
  • Close-up encounters with dolphins, sea turtles, and rare waterfowl
  • The famous Key West "Green Flash" at sunset

FAQ

Activity FAQs

Do sails sell out frequently?

Availability is limited. Guests are encouraged to book as early as possible.

What happens if the sail is sold out?

Unfortunately, we do not have a wait-list for our sails, so please book in advance. We do sail 7 days a week!

Is there parking, where? And how much is it?

Parking in Key West is very limited, and operates on a first come, first serve basis. There are several local municipal parking lots in the area. Further information will be provided upon purchasing your tickets.

Do I need a ticket for my young child?

All passengers, regardless of age, must have a ticket for capacity purposes. Children ages 2 and younger ride for free on all of our trips. Please select a free "Infant" ticket when purchasing your tickets. Children over the age are eligible for a "Child" priced ticket.

What exactly do we see on the sail?

Our sailing route is dependent on the wind, and at the discretion of the captain, but we guarantee crystal green seas and a waterfront view of downtown Key West. Additional sites include Sand Key Reef, Mallory Square, Sunset Pier, marine wild life, and fellow schooners within the Key West fleet. We may also be lucky enough to catch the magnificent "Green Flash" (just as the sun is about to disappear from the horizon, it changes for a moment to a bright green color).

Is food served during the sails?

Yes! We serve complimentary hors d'oeuvres, including cheese and crackers, veggie and dip, and shrimp cocktail.

How about drinks? Should I bring those?

Outside alcoholic beverages are not permitted. This romantic sunset sail features complimentary champagne, wine, beer, soft drinks, and water. (One quick note: We are not a unlimited booze-cruise. We aim to create an elegant, relaxing, peaceful, and safe experience for all of our guests.) Cocktails are available for purchase.

Is the Schooner America 2.0 safe?

Absolutely. While known for its speed, the Schooner America 2.0 is a safe and gentle vessel. Along with your captain, there is a minimum of two crew members on every sail to make sure you feel comfortable and at home on the water. We are stocked with water, beverages, blankets, pillows, and life jackets should you feel you need one. There are also private marine heads (bathrooms) in the salon below.

How steady is the sailing? Am I likely to get seasick?

The Schooner America 2.0 is a steady, gentle vessel. It is very rare for our guests to become seasick. While most people do not experience any sea sickness on the schooner, you may want to consider light medication if you normally take it for motion sickness. We cannot officially advise you to take any medication, however.

Is there a bathroom on the boat?

Yes, the boat is equipped with two bathrooms that are accessible at all times. We call them "marine heads," and they are very simple to use. The Captain will explain directions for their use once you are on board the vessel.

Can I stow anything (eg, my luggage) during the sail?

There is an area below deck where you may store your belongings. Please keep in mind that this area is not guarded, so we cannot take responsibility for any broken, lost or missing items.

What should I wear?

For our sunset sail we recommend wearing comfortable clothing and footwear (high heels are not recommended). Feel free to come in light, casual clothing, but bring a light jacket just in case, especially since we'll be out on the water in the evening!

Where does the sail finish?

Our sails will end at the same dock from which they departed.

Do you ever cancel sails due to bad weather?

The sail usually runs in light rain and other moderate weather situations. The only time we cancel a trip is in the event of severe or unsafe weather conditions. Our captains monitor the radar to watch fronts and cells in the area on days when inclement weather is possible. Cancellations are made on the day of the sail, by the Captain, up to one hour prior to sail time. If you have purchased tickets for a sail that is canceled, you will have the opportunity to reschedule your tickets (subject to availability), take a full refund or receive credit towards a future event.

What happens if it starts raining when we're out on our sail?

Don't worry, we won't melt! Trips with a little added excitement due to weather have proven to be some the most memorable bonding experiences for our guests. (This all depends on attitude of course...) Our captains will never take the boat off the dock if they believe the weather conditions to be unsafe, however, and are constantly monitoring the weather once off the dock.

Is the schooner wheelchair accessible?

No, unfortunately America 2.0 is not wheelchair-accessible.

Details & Important Info

Additional Experience Details & Important Information

What to Bring

Bring your camera for some great on board sailing shots!
All guests are welcome to bring a picnic on any sail.

What Not to Bring
Personal alcoholic beverages are not allowed on board. We serve complimentary beer, wine, champagne, soda & water on our sunset sails. Mixed drinks are available for purchase.

Cancellations & Refunds

Reservation Changes, Cancellations & Refunds

Changes to reservations for tickets can be made until 4 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.

All gift certificate sales are final and not refundable. Gift certificates can only be exchanged prior to redemption.

A full list of terms of sale of tickets and certificates can be viewed here.

Organized by

Classic Harbor Line - Key West

A Premium Sailing Experience in Key West

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessels in the local Key West fleet: Schooner America 2.0.

While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail, whether it be a day sail, or sunset sail, is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever.

South Florida sightseeing is all about getting on the water, seeing the wildlife, watching the Key West sunset with a loved one, and experiencing the adventure sailing in the great Key West Florida breeze. A 2 hour sailboat ride is a great way to take advantage of your time in Key West to enjoy all of these things.

Whether buying tickets for one of our Champagne Sunset Sails, Afternoon Key West day sail, Full Moon, Star-Gazer Sails; or Privately Chartering the schooner’s for a special family event or corporate event, you will be amazed by America 2.0's beauty and comfort. It is maintained by the same creators of Key West’s former pride, Schooner America.

Classic Harbor Line in not only known for operating with amazing sailboats and classic yachts in Boston, New York, Newport, and Key West, but they are also renowned for their outstanding hospitality and customer service. You will find your captain and crew extremely capable, accommodating, helpful, and friendly whether you are spontaneously buying tickets for a classic day sail or planning your one-of-a-kind wedding day

Classic Harbor Line - operators of a series of classic style vessels in Newport, RI; New York, NY; Key West, FL; Boston, MA, and Hoboken NJ. Its Key West location is made up of the Schooner America 2.0 a 105 foot replica of the original Schooner America that won the America’s cup race back in 1851! Key West used to be home to Adirondack III, but she has moved up north to be flagship schooner of our new Boston, MA location. The Yacht Beacon a classic 50 foot Gatsby-era yacht, ran snorkeling trips out of Key West but has been relocated to the newest Classic Harbor Line location: Hoboken, NJ.

All of the vessels in the Classic Harbor Line Fleet are designed and built by Scarano Boat Building of Albany NY. The fleet is made up of three pilot schooners: Adirondack, Adirondack II, and Adirondack III; Schooner America 2.0, a replica built after the original Schooner America that won the first America’s Cup Race in 1851; and the Yacht Manhattan, a 1920’s style commuter yacht, and the miniature yacht Kingston!

Classic Harbor Line is well known for their outstanding captains and crew and standard of hospitality. Whether you sail with us in Boston, Newport, New York, Hoboken or Key West, guests are known to not only rave about the beauty and maintenance of the boats, but of the lasting warm impression that their hosts provide. Guests are treated like royalty and the vessels sail like a dream!

Product SKU: US-0017-0001
Google Business Profile: Classic Harbor Line Key West

Key West Sunset Sail

Key West
FL
1-70
people
price for
1 participant
2
hours
  • • Enjoy Waterside Views of Fort Zachary Taylor
  • • Sip on a Complementary Beverage As You Sail
  • • See the Key West's "Green Flash" at Sunset
or

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